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MX2013009311A - Consumer products containing pro-fragrances. - Google Patents

Consumer products containing pro-fragrances.

Info

Publication number
MX2013009311A
MX2013009311A MX2013009311A MX2013009311A MX2013009311A MX 2013009311 A MX2013009311 A MX 2013009311A MX 2013009311 A MX2013009311 A MX 2013009311A MX 2013009311 A MX2013009311 A MX 2013009311A MX 2013009311 A MX2013009311 A MX 2013009311A
Authority
MX
Mexico
Prior art keywords
group
trimethylcyclohex
component
composition according
composition
Prior art date
Application number
MX2013009311A
Other languages
Spanish (es)
Inventor
Eric Frerot
Daniel Reichlin
Philippe Laurent Schneider
Original Assignee
Firmenich & Cie
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Firmenich & Cie filed Critical Firmenich & Cie
Publication of MX2013009311A publication Critical patent/MX2013009311A/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/34Organic compounds containing sulfur
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00Essential oils; Perfumes
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/34Organic compounds containing sulfur
    • C11D3/349Organic compounds containing sulfur additionally containing nitrogen atoms, e.g. nitro, nitroso, amino, imino, nitrilo, nitrile groups containing compounds or their derivatives or thio urea
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/50Perfumes
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/34Organic compounds containing sulfur
    • C11D3/3427Organic compounds containing sulfur containing thiol, mercapto or sulfide groups, e.g. thioethers or mercaptales
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/34Organic compounds containing sulfur
    • C11D3/3481Organic compounds containing sulfur containing sulfur in a heterocyclic ring, e.g. sultones or sulfolanes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Fats And Perfumes (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

The invention relates to novel liquid compositions, comprising: a) a liquid base intended for the treatment of surfaces, in particular fabrics or hard surfaces; b) at least one sulfur-containing compound of formula wherein R1 and R2 represent, separately and independently of each other, a hydrogen atom, a halogen atom, preferably chlorine, a C1-C4 linear or branched alkyl group, an amino group or a benzylamino group; or, alternatively, R1 and R2 are taken together to represent a phenyl or pyridine ring, possibly substituted with one to four C1-C4 linear or branched alkyl or alkenyl groups and/or one to two halogen atoms, preferably chlorine atoms; and R3 represents a hydrogen atom, an alkali metal atom, in particular Na or k, a phenyl or benzyl group possibly substituted with one or two halogen atoms and/or one or two methyl, trifluoromethyl, methoxy or amino groups, an amine group, or a C1-C8 unsaturated, linear, branched or cyclic hydrocarbon group possibly substituted with one or two nitrogen, oxygen or halogen atoms; c) at least one sulfur-containing pro-fragrance compound; and d) one or more perfuming co-ingredients; and wherein the composition has a pH comprised between 1 and 8. The compositions can be advantageously used in methods of treatment of fabric and household surfaces, to impart thereto a fresh, odor stable and long-lasting fragrance. They also show a stable out of the bottle odor, without any off-odor notes, independently of the duration of storage of the bottled liquid products.

Description

CONSUMER PRODUCTS CONTAINING PRO-FRAGRANCES Field of the Invention The present invention relates to the field of perfumery and to the application of perfume ingredients in consumer products, traditionally perfumed. More particularly, it relates to compositions comprising a combination of ingredients of four different kinds and which are capable of imparting an odor of long duration and better freshness to surfaces such as textiles or hard surfaces, as well as having a stability improved odor outside the bottle and after prolonged storage.
Background of the Invention Consumers want products that leave an impression of fresh, long-lasting, clean scent on their textiles and other surfaces treated with cleaning products or softeners. Several technologies have been used in the past to achieve this effect, in particular fragrances that have been encapsulated prior to incorporation into the treatment product, or experts have resorted to the use of so-called pro-fragrances, ie molecules that typically by themselves they do not impart an odor, but are capable of releasing an odorant substance for a certain period of time under the conditions of Ref. 242802 use As a result, the perception and preference of the consumer of the cleaning product can be dictated by the odor that he exhales during the opening of the bottle and by the residual odor that such a product is capable of imparting to the treated surfaces.
Among the solutions of the prior art for prolonging the effect of freshness and cleanliness of textiles treated with detergents and / or fabric softeners containing pro-fragrances, mention may be made in particular of the compounds and compositions described by example in US 7,723,286 or WO 2008/154765. These prior art documents describe compounds that are capable of releasing one or more ingredients that impart an odor to fabrics or other treated surfaces, the latter having been subjected to the action of a consumer product comprising such compounds.
The present invention leads to a new and advantageous contribution to this field by the provision of products or compositions, especially fabric softeners and all-purpose cleaners, wherein the compounds described in the prior art documents cited above are combined with particular agents capable to stabilize the impact of the odor of the product and to improve its effectiveness to impart a clean and fresh odor, long duration, to fabrics or other surfaces treated with such products.
Brief Description of the Invention The object of the present invention is therefore a liquid composition, and more particularly a liquid fabric softener or an all-purpose cleaner, comprising: (a) a liquid base proposed for the treatment of surfaces, in particular fabrics or hard surfaces; (b) at least one sulfur-containing compound of the formula wherein R1 and R2 represent, independently and independently of each other, a hydrogen atom, a halogen atom, preferably chlorine, a linear or branched C1-C4 alkyl group, an amino group or a benzylamino group; or, alternatively, R 1 and R 2 taken together represent a phenyl or pyridine ring, possibly substituted with one to four linear or branched C 1 -C 4 alkyl or alkenyl groups and / or one to two halogen atoms, preferably chlorine atoms; Y R3 represents a hydrogen atom, an alkali metal atom, in particular Na or K, a phenyl or benzyl group possibly substituted with one or two halogen atoms and / or one or two methyl, trifluoromethyl, methoxy or amino groups , a group of amine, or a linear, branched or cyclic, unsaturated hydrocarbon group of Ci-Cg, possibly substituted with one or two nitrogen, oxygen or halogen atoms; (c) at least one sulfur-containing pro-fragrance compound; Y (d) one or more perfuming co-ingredients, and wherein the composition has a pH comprised between 1 and 8.
According to the specific embodiments of the compositions, the latter consist of a mixture of the components mentioned above. By a composition "consisting of" is meant here a composition containing essentially four of the components mentioned above, together with insignificant amounts, ie not greater than 2% by weight, and preferably not greater than 1% by weight, based on to the weight of the composition, of any other components and where the latter do not significantly affect the cleaning, softening and / or perfuming properties and the activity of the composition.
As mentioned above, the compositions of the invention are characterized by a pH of 1 or more. The pH is not above 8, liquid compositions having a pH below 6 are most preferred for the purposes of the invention.
In all embodiments of the invention, component a) as defined above is typically a liquid base comprising ingredients that are common in consumer products for home care, in particular detergents or fabric softeners and cleaners for all uses.
The main functional components of such liquid bases are surfactants and / or softening components capable of cleaning and / or softening fabrics and / or textiles of varied nature, such as garments, curtain fabrics, carpets and furniture fabrics, etc., and other surfaces, and typically used in a large amount of water or water-based solvents. Therefore, these formulations wherein the amount of water is typically comprised between 50 and 99% by weight of the liquid base. The term "base" is used here in the sense of the main component of the composition according to the invention and not in the sense of a liquid having a basic pH.
A more detailed description of such bases for cleaning and / or fabric softening is not guaranteed here, many descriptions of common liquid bases can be found in patents for fabric softeners / fabric softeners and other relevant literature, such as for example the Louis Ho Tan Tai textbook, "Detergents et Produits de Soins Corporels, Chapters 1 to 7 in particular, Dunod, Paris, 1999, or any other more recent and / or similar textbooks pertaining to the art of all-purpose liquid and softener cleaning formulations.A recent patent publication, WO 2010/105873 , is also cited by way of example, because it describes typical common ingredients, different from perfumes, of such liquid products, particularly on pages 9 to 21. Of course, many other examples of cleaning bases and / or Fabric softeners, liquids, can be found in the literature, any of such liquid bases, especially fabric cleaners or conditioners, liquids, and / or fabrics. All-purpose impiators can be used in the compositions described herein.
Component a) typically represents at least 90 % by weight, and may represent up to 99.5% by weight, of the total weight of the composition according to the invention, typically from 95% to 99.9% of the total weight of the compositions of the invention, and more preferably from 98% to 99.8. % of the total weight of the product.
Component b) of the compositions according to the invention is a sulfur-containing compound of the formula (I) as defined above. The preferred compounds of the formula (I) in all compositions of the invention are the compounds wherein R 1 and R 2 represent, independently and independently of each other, a hydrogen atom, a chlorine atom or a methyl atom or, alternatively, R1 and R2 are taken together to represent a phenyl ring, and R3 represents a hydrogen atom or a methyl group.
According to the specific combinations of components b) with any of components a), c) and d) possible, according to the invention, b) is preferably selected from isothiazolones consisting of 1,2-benzisothiazole-3 (2H) ) -one, 4 or 5-chloro-2-methylisothiazol-3 (2H) -one or 2-methylisothiazol-3 (2H) -one. Even more preferably, component b) is 5-chloro-2-methylisothiazol-3 (2H) -one or 1,2-benzisothiazol-3 (2H) -one and even more preferably 1,2-benzisothiazole- 3 (2H) -one.
Component b) is present in the compositions of the invention at a concentration by weight of 0.0001% or greater, relative to the total weight of the composition. It can form up to 5% of the total weight of the composition. According to the most preferred embodiments of the invention, the concentration of the sulfur-containing compound of the formula (I) of the compositions is comprised between 0.001 and 3% of the total weight, with the concentrations between 0.005 and 0.1% by weight of component b), of the total weight of the composition, which are the most preferred embodiments of the compositions liquids of the invention.
The compositions of the invention contain a pro-fragrance as the component c) thereof. By "pro-fragrance" is meant here a component that is one or more of the compounds described in the prior art cited above, ie US 7,723,286 and / or WO 2008/154765. Such compounds, although they are not odorant substances as such, have the ability to release fragrant molecules under the conditions of use / application, that is, during the application of the compositions according to the invention. The compositions may contain one or more such compounds, the latter permitting the controlled release of a variety of different substances imparting an odor, which may be an advantage over the slow release of just one ingredient of the fragrance as it will happen if just one Pro-fragrance compound is used.
According to the specific embodiments of any of the compositions of the invention, the profragancy is at least one compound of the formula Y-S G-Q (II) in which: Y represents a radical selected from the group of radicals (Yl) to (Y-7) shown hereinafter, in any of its possible isomeric forms, the wavy lines representing the location of the YS link and the dotted lines representing the location of a single link or a double link G represents a divalent or trivalent radical derived from a linear or branched alkyl or alkenyl radical having from 2 to 15 carbon atoms, possibly substituted with one. or more groups selected from the group consisting of the groups -0R4, -NR2, -COOR4 and R4, in which R4 represents a hydrogen atom or an alkyl or alkenyl group of Ci to Cs; Y represents a hydrogen atom, a group a group -NR5-Y, Y is as defined above and R5 represents a hydrogen atom or a methyl group.
According to the most specific modalities of the component c), the chemical substance of the pro-fragrance is a compound of the formula (II) wherein Y is defined as above, G is a divalent radical derived from a linear or branched alkyl or alkenyl radical having from 2 to 15 carbon atoms, possibly replaced by a group -COOR4, where R4 'is as defined above. More preferably, G is a divalent radical derived from a linear alkyl radical having from 8 to 15 carbon atoms or a group -CH 2 CH (COOR 4), wherein R 4 is a hydrogen atom or a methyl or ethyl group.
According to the most preferred embodiments of the invention, wherein components a), c) and d) are generally as defined above, the pro-fragrance compound is a compound of formula (II) wherein Y is any of the groups Y1, Y2 or Y3 represented above, and G and Q are defined in any of the modalities described above.
The compositions of the invention wherein the pro-fragrance component is selected from the group consisting of 2- (4-oxo-4- (2,6,6-trimethylcyclohex-3-en-1-yl) butan-2) -amino) -3- (4-oxo-4- (2,6,6-trimethylcyclohex-3-en-1-yl) butan-2-ylthio) methyl or ethyl propionate, 2- (4-oxo-4) - (2,6,6-trimethylcyclohex-2-en-l-yl) butan-2-ylamino) -3- (4-oxo-4- (2,6,6-trimethylcyclohex-2-en-1-yl) butan-2-iltio) clothing of methyl or ethyl, 2- (2-oxo-4- (2,6,6-trimethylcyclohex-l-en-l-yl) butan-4-ylamino) -3- (2-oxo-4- (2, 6,6-Trimethylcyclohex-l-en-1-yl) butan-4-ylthio) methyl or ethyl propane, 2- (2-oxo-4- (2,6,6-trimethylcyclohex-2-en-1- il) butan-4-ylamino) -3- (2-oxo-4- (2,6,6-trimethylcyclohex-2-en-l-yl) utan-4-ylthio) methyl or ethyl propane, 3- ( dodecylthi) -1- (2, 6, 6-trimethylcyclohex-3-en-l-yl) -1-butanone, 3- (dodecylthio) -1- (2,6,6-trimethylcyclohex-2-en-l- il) -1-butanone, 4- (dodecylthio) -4- (2,6,6-trimethylcyclohex-2-en-l-yl) -2-butanone, 4- (dodecylthio) -4- (2,6,6) 6-trimethylcyclohex-l-en-l-yl) -2-butanone, 2-dodecylsulfanyl-5-methyl-heptan-4-one, 2-cyclohexyl-l-dodecylsulfanyl-hept-6-en-3-one and 3- (dodecylthio) -5-isopropenyl-2-methylcyclohexanone, all of which are three components a), b) and d) are as previously defined, according to any of their possible modalities cited, have proved to be even more advantageous for the purposes of the invention. Among these, 3- (dodecylthio) -1- (2,6,6-trimethylcyclohex-3-en-l-yl) -1-butanone, 4- (dodecylthio) -4- (2,6,6-trimethylcyclohex) -2-en-l-il) -2-butanone, 4- (dodecylthio) -4- (2,6,6-trimethylcyclohex-l-en-l-yl) -2-butanone and 3- (dodecylthio) - 5-isopropenyl-2-methylcyclohexanone, were even more appreciated by the perfumers for the quality and impact of the odor obtained on the fabrics treated with the compositions of the invention.
Compositions comprising 3- (dodecylthio) - 1- (2,6,6-trimethylcyclohex-3-en-1-yl) -1-butanone as the pro-fragrance component proved that they will be even more advantageous.
The concentrations in which component c) is used in the compositions of the invention are at least 0.0001% by weight, of the weight of the composition.
The component d) of the composition is a perfuming ingredient, the nature and type of which do not guarantee a more detailed description here, which in any case could not be exhaustive, the expert is able to select them based on his knowledge general and in accordance with the proposed use or application and the desired organoleptic effect. In general terms, these perfuming ingredients · belong to chemical classes as varied as alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpene hydrocarbons, nitrogenous or sulfurous heterocyclic compounds and essential oils, and - Perfuming ingredients can be of natural or synthetic origin. Many of these co-ingredients are listed in any case in the reference texts such as the book by S. Arctander, Perfume and Flavor Chemicals, 1969, Montclair, New Jersey, USA, or their more recent versions, or in other works of a similar nature, such as H. Surburg, J. Panten, Common Fragrance and Flavor Materials Preparation, Properties and Uses, 5 / a. Ed., Wiley-VCH, Weinheim, 2006, as well as in patent literature abundant in the field of perfumery. It is also understood that the co-ingredients may also be compounds known to release in a controlled manner various types of perfuming compounds.
According to any embodiment of the liquid compositions of the invention, the latter contain at least 0.01% of at least one of such perfuming co-ingredients, and up to 3% by weight, relative to the total weight of the composition. The preferred concentrations of the perfuming co-ingredients are between 0.1 and 0.2% by weight and more preferably between 0.2 and 1.8% by weight, of the total weight of the liquid composition.
It has been established that the combination of the components that are introduced into the compositions described here provides fabric treatment products, surprisingly improved, over the previously known products of the like type, their odor quality outside the bottle is noticeably more pleasant and stable, without any formation of bad odors, and the smell of the surfaces, in particular the fabrics, treated with such compositions, are perceived as long lasting and fresher.
The different ingredients of the compositions, in particular components b), c) and d), can be used in a pure form or in solution in solvents commonly used in perfumery, especially alcohols such as ethanol, propanol, isopropanol, butanol , propanediol, octanediol, phenoxyethanol, dipropylene glycol or in water, as well as in the mixtures thereof.
The compositions of the invention are useful in the treatment methods of various surfaces, in particular fabrics and textiles. In such methods of use, they will be applied as is common in washing and other methods of treatment of fabrics, in the washing procedures both manual and machine, to produce its perfuming and long-lasting odor effect that is want to impart to such fabrics.
Such methods of use are also the subject of the invention.
The invention will now be described in further detail by way of the following examples, wherein the abbreviations have the usual meaning in the art. The components of the formula (I) used are commercially available, either in the pure form or sometimes in the form of their alkali salts (sodium and potassium in particular), and the pro-fragrance compounds c) used were prepared by the usual methods described in US 7,723,286 and / or O 2008/154765 of the prior art.
Detailed description of the invention Example 1 Preparation of a fabric softening composition, liquid, according to the invention A liquid fabric softening base, which forms component a) of the composition, was prepared by mixing the following ingredients in a generally known manner: Ingredients Parts by weight Diéster cuat. VL90 by Stepantex® 1 12.0 Calcium chloride 0.2 Deionized water 87.8 Total 100.0 11 fabric softening ingredient; Origin: Stepan Europe, France.
The following samples were prepared by thoroughly mixing in the above softening base, at the concentrations indicated hereinafter (all% s by weight are relative to the total weight of the final composition) a variety of the components b) to d), as indicated later: Sample 1.1 1. 8% of component d) of perfume, and 0.04% in weight of a 20% by weight solution in DIPG (dipropylene glycol) of the 1,2-benzisothiazol-3 (2H) -one (component b) containing sulfur).
Sample 1.2 1. 8% of component d) of perfume, and 0.036% by weight of 3- (dodecylthio) -1- (2,6,6-trimethyl-3-cyclohexen-1-yl) -1-butanone (component c) of the pro-fragrance)).
Sample 1.3 1. 8% of component d) of perfume, 0.04% of 1,2-benzisothiazol-3 (2H) -one (20% solution in DIPG, component b)) and 0.036% of 3- (dodecylthio) -1- (2,6,6-trimethyl-3-cyclohexen-1-yl) -1-butanone. as component c).
The previous samples were subjected to two different tests.
Storage Test Samples 1.1, respectively 1.2 or 1.3, were stored in bottles for up to 90 days at 3o, 22o, 37o and 43o. The samples stored at 22 °, 37 ° and 43 ° were evaluated by comparison with the sample stored at 3 ° C, after 30 and 90 days, and their odor outside the bottle evaluated by a panel of evaluators, on tests of the blind type, and were evaluated according to a scale of 1 to 5 points, as follows: 1 = no change; 2 = light color change; 3 = smell changed, acceptable; 4 = strong smell change, slight perceived bad smell, not acceptable; 5 = very strong odor change, strong odor not acceptable (all changes in relation to the sample stored at 3 ° C).
Washing Test: 35 g of the samples 1.1, respectively 1.2 or 1.3, were added in the fabric softener compartment of a Miele® washing machine type W300-CH33. The machine was loaded with 2 kg of the standard cotton towel fabrics (50 towels of 25 x 25 cm, approximately 40 g each). The washing machine was operated using a short cycle program at 40 ° C. The washed towels were dried on the line for 24 h, then loosely packed in an aluminum foil and stored. The towels were evaluated at 3 and 7 days after being washed (identical panel and blind test conditions as for the storage test) and the perceived odor intensity from the fabrics was evaluated using the following 7-point scale : 1 = no smell, 2 = weak smell, 3 = slightly weak smell; 4 = intermediate smell, 5 = slightly strong smell, 6 = strong smell, 7 = very strong smell.
In a second experiment, using a different perfume as component d), similar tests were carried out with samples 2.1 to 4.2, prepared by mixing with the base of the softener, the compounds indicated below, in the concentrations mentioned.
Sample 2.1 1. 8% by weight of component d) of the perfume, and 0.04 % by weight of 1,2-benzisothiazol-3 (2H) -one (20% solution in DIPG, component b)).
Sample 2.2 1. 8% by weight of component d) of perfume, and 0.036% by weight of 3- (dodecylthio) -1- (2,6,6-trimethyl-3-cyclohexen-1-yl) -1-butanone as the component c) Sample 2.3 1. 8% by weight of component d) of the perfume, 0.04% of the 1, 2-benzisothiazol-3 (2H) -one (20% solution in DIPG, component b)) and 0.036% by weight of the 4- (dodecylthium) ) -4- (2, 6, 6-trimethylcyclohex-2-en-l-yl) -2-butanone as component c).
Sample 3.1 1. 8% by weight of component d) of perfume and 0.072% by weight of 4- (dodecylthio) -4- (2,6,6-trimethylcyclohex-2-en-1-yl) -2-butanone as component c ).
Sample 3.2 1. 8% by weight of the component d) of the perfume, 0.04% by weight of the 1,2-benzisothiazole-3 (2H) -one (20% solution in DIPG, component b)), and 0.072% by weight of the 3 - (dodecylthio) -1- (2,6,6-trimethyl-3-cyclohexen-1-yl) -3-butanone as component c).
Sample 4.1 1. 8% by weight of component d) of perfume and 0.048% by weight of 2- (4-oxo-4- (2,6,6-trimethylcyclohex-3-en-1-yl) butan-2-ylamino) - 3- (4-Oxo-4- (2,6,6-t-imethylcyclohex-3-en-l-yl) butan-2-ylthio) methyl propane as component c). 2- (4-Oxo-4- (2,6,6-trimethylcyclohex-3-en-1-yl) butan-2-ylamino) -3- (4-oxo-4- (2,6,6) methyl trimethylcyclohex-3-en-l-yl) butan-2-ylthio) propane was prepared as described in WO 2008/154765 and is obtained as a mixture of diastereoisomers. The high resolution MS (multimodal, pos.); calculated for C30H50 O4S [M + H] + 520.3455 and C30H49NO4SNa [M + Na] + 542.3275; found 520. 3457 and 542.3257.
Sample 4.2 1. 8% by weight of the component d) of the perfume, 0.04% by weight of the 1,2-benzisothiazol-3 (2H) -one (20% solution in DIPG, component b)), and 0.048% by weight of the 2- (4-oxo-4- (2,6,6-trimethylcyclohex-3-en-l-yl) butan-2-ylamino) -3- (4-oxo-4- (2,6,6-trimethylcyclohex-3) -en-l-yl) butan-2 -ylthio) methyl propane as component c).
The results of all the evaluations carried out in this way are shown in Table 1.
Table 1 The comparison of samples 1.1 to 1.3 shows the effect of the different components of the pro-fragrance on the intensity of the smell perceived from the fabric as well as the odor quality of the stored samples. While sample 1.1 showed a low intensity of fabric odor and an acceptable odor quality of the stored sample, samples 1.2 and 1.3 showed a higher odor intensity of the fabric, but only sample 1.3 in accordance with the invention has presented an acceptable odor quality after storage.
These results were confirmed when uses a different perfume composition and different pro-fragrance molecules in samples 2.1 to 4.2. Again, only samples according to the present invention, samples 2.3, 3.2 and 4.2 show an elevated odor intensity on the dried fabric and have an acceptable odor quality after storage.
It is noted that in relation to this date the best method known by the applicant to carry out the aforementioned invention, is that which is clear from the present description of the invention.

Claims (8)

CLAIMS Having described the invention as above, the content of the following claims is claimed as property:
1. A liquid composition, characterized in that it comprises: (a) a liquid base proposed for the treatment of surfaces; (b) at least one sulfur-containing compound of the formula wherein R1 and R2 represent, independently and independently of each other, a hydrogen atom, a halogen atom, a linear or branched C1-C4 alkyl group, an amino group or a benzylamino group; or, alternatively, R1 and R2 are taken together to represent a phenyl or pyridine ring, possibly substituted with one to four linear or branched C1-C4 alkyl or alkenyl groups and / or one to two halogen atoms; Y R3 represents a hydrogen atom, an alkali metal atom, a phenyl or benzyl group substituted with one or two halogen atoms and / or one or two methyl, trifluoromethyl, methoxy or amino groups, an amine group, or a linear, branched or cyclic, unsaturated, C1-C3 hydrocarbon group, possibly substituted with one or two nitrogen, oxygen or halogen atoms; (c) at least one sulfur-containing pro-fragrance compound; Y (d) one or more perfuming co-ingredients, and wherein the composition has a pH comprised between 1 and 8.
2. The composition according to claim 1, characterized in that it consists of a mixture of the components a) to d).
3. The composition according to claim 1 or 2, characterized in that the component a) is a liquid softening base or a cleaning base for all use.
4. The composition according to claim 1 or 2, characterized in that it has a pH below 6.
5. The composition according to any of claims 1 to 4, characterized in that component a) represents at least 90% by weight, of the total weight of the composition.
6. The composition in accordance with any of claims 1 to 5, characterized in that it comprises a component b) of the formula (I) in which R1 and R2 represent, independently and independently of each other, a hydrogen atom, a chlorine atom or a methyl atom or , alternatively, R1 and R2 are taken together to represent a phenyl ring, and R3 represents a hydrogen atom or a methyl group.
7. The composition according to claim 6, characterized in that component b) is selected from the group of isothiazolones consisting of 1,2-benzisothiazol-3 (2H) -one, 4 or 5-chloro-2-methylisothiazol-3 ( 2H) -one and 2-methylisothiazol-3 (2H) -one, and is preferably 1,2-benzisothiazol-3 (2H) -one. 8. The composition according to claim 6 or 7, characterized in that the component b) is present at a concentration comprised between 0.0001% by weight and 5% by weight, of the total weight of the composition. 9. The composition according to claim 8, characterized in that the component b) is present at a concentration comprised between 0.001% by weight and 3% by weight relative to the total weight of the composition. 10. The composition according to any of claims 1 to 9, characterized in that the component c) is at least one compound of the formula Y-S G-Q (II) in which: Y represents a radical selected from the group of radicals (Yl) to (Y-7) shown hereinafter, in any of the possible isomeric forms, the wavy lines represent the location of the YS link and the dotted lines represent the location of a single link or a double link G represents a divalent or trivalent radical derived from a linear or branched alkyl or alkenyl radical having from 2 to 15 carbon atoms, possibly substituted with one or more groups selected from the group. consists of the groups -OR4, -NR42, -COOR4 and R4, in which R4 represent a hydrogen atom or an alkyl or alkenyl group of Ci to C6; Y Q represents a hydrogen atom, a -S-Y group or a group -NR5-Y, Y is as defined above and R5 represents a hydrogen atom or a methyl group. 11. The composition according to claim 10, characterized in that component c) is a compound of formula (II) wherein G is a divalent radical derived from a linear or branched alkyl or alkenyl radical having from 2 to 15 carbon atoms. carbon, possibly substituted by a group -COOR4, R4 is as defined in accordance with claim 10. 12. The composition according to claim 10, characterized in that the component c) is a compound of the formula (II) wherein G is a divalent radical derived from a linear alkyl radical having from 8 to 15 carbon atoms, or a group -CH2CH (COOR4) wherein R4 is a hydrogen atom, a methyl or ethyl group. 13. The composition according to any of claims 10 to 12, characterized in that the component c) is a compound of the formula (II) wherein Y is any of the groups Yl, Y-2 or Y-3 as defined in accordance with claim 10. 14. The composition, according to any of claims 10 to 13, characterized in that the pro-fragrance component is selected from the group consisting of 2- (4-oxo-4- (2,6,6-trimethylcyclohex-3-) in-l- il) butan-2-ylamino) -3- (4-oxo-4- (2,6,6-trimethylcyclohex-3-en-1-yl) butan-2-ylthio) methyl or ethyl propane, 2- ( 4-oxo-4- (2,6,6-trimethylcyclohex-2-en-l-yl) butan-2-ylamino) -3- (4-oxo-4- (2,6,6-trimethylcyclohex-2-) methyl or ethyl en-l-butan-2-ylthio) propane, 2- (2-oxo-4- (2,6,6-trimethylcyclohex-l-en-l-yl) butan-4-ylamino) -3- (2-Oxo-4- (2,6,6-trimethylcyclohex-l-en-1-yl) butan-4-ylthio) methyl or ethyl propane, 2- (2-oxo-4- (2 , 6, 6-trimethylcyclohex-2-en-l-yl) butan-4-ylamino) -3- (2-oxo-4- (2,6,6-t imethylcyclohex-2-en-l-yl) utan -4-ylthio) methyl or ethyl propane, 3- (dodecylthio) -1- (2,6,6-trimethylcyclohex-3-en-l-yl) -1-butanone, 3- (dodecylthio) -1- ( 2, 6, 6-trimethylcyclohex-2-en-l-yl) -1-butanone, 4- (dodecylthio) -4- (2,6,6-trimethylcyclohex-2-en-l-yl) -2-butanone , 4- (dodecylthio) -4- (2,6,6-trimethylcyclohex-l-en-l-yl) -2-butanone, 2-dodecylsulfanyl-5-methyl-heptan-4-one, 2-cyclohexyl -l-dodecylsulfanyl-hept-6-en-3-one and 3- (dodecylthio) -5-isoprop enyl-2-methylcyclohexanone, 15. The composition according to claim 14, characterized in that the pro-fragrance component is selected from the group consisting of 3- (dodecylthio) -1- (2,6,6-trimethylcyclohex-3-en-1-yl) -1-butanone, 4- (dodecylthio) -4- (2,6,6-trimethylcyclohex-2-en-l-yl) -2-butanone, 4- (dodecylthio) -4- (2,6,6-trimethylcyclohex-1-en) -l-il) -2-butanone and 3- (dodecylthio) -5-isopropenyl-2-methylcyclohexanone, and is preferably 3- (dodecylthio) -1- (2,6,6-trimethylcyclohex-3-en-1-yl) -1-butanone. 16. The composition according to any of claims 1 to 15, characterized in that component d) is present at a concentration comprised between 0.01% by weight, and 3% by weight, relative to the total weight of the composition. 17. A method for washing and / or softening the surfaces, characterized in that the latter are treated, in a manner generally known, with a composition according to any of claims 1 to 16. SUMMARY OF THE INVENTION The invention relates to new novel compositions, comprising: (a) a liquid base proposed for the treatment of surfaces, in particular fabrics or hard surfaces; (b) at least one sulfur-containing compound of the formula (I) wherein R 1 and R 2 represent, independently and independently of each other, a hydrogen atom, a halogen atom, preferably chlorine, a linear or branched alkyl group of Ci ~ C4, an amino group or a benzylamino group; or, alternatively, R 1 and R 2 taken together represent a phenyl or pyridine ring, possibly substituted with one to four linear or branched C 1 -C 4 alkyl or alkenyl group and / or one to two halogen atoms, preferably chlorine atoms; and R3 represents a hydrogen atom, an alkali metal atom, in particular Na or K, a phenyl or benzyl group possibly substituted with one or two halogen atoms and / or one or two methyl, trifluoromethyl, methoxy or amino groups , a group of amine, or a linear, branched or cyclic, unsaturated hydrocarbon group of Ci-C8, possibly substituted with one or two nitrogen, oxygen or halogen atoms; (c) 'at least one sulfur-containing pro-fragrance compound; and (d) one or more perfuming co-ingredients, and wherein the composition has a pH comprised between 1 and
8. The compositions can be used advantageously in the methods of treating the fabrics and the surfaces of the house, in order to impart thereto a fresh, stable-smelling and long-lasting fragrance. They also appear to be stable outside the odor of the bottle, with no odor notes, regardless of the storage duration of bottled liquid products.
MX2013009311A 2011-02-21 2012-02-20 Consumer products containing pro-fragrances. MX2013009311A (en)

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